US8999527B2ActiveUtilityPatentIndex 61
Simplified organic electronic device employing polymeric anode with high work function
Est. expiryMay 27, 2031(~4.9 yrs left)· nominal 20-yr term from priority
C08F 14/26H10K 30/81H10K 50/81H10K 10/84C08L 27/18H10D 62/882H10D 62/119Y02E10/549H01L 29/0669H01L 2251/5338H01L 29/1606H01L 51/105C08L 65/00H01L 51/5206C08L 25/18C08G 65/007H01L 2251/5346Y10S428/917H01L 2251/55H01L 51/5218H01L 2251/5369H01L 51/0545H10K 2101/80H10K 50/818H10K 10/466H10K 2102/311H10K 2102/331H10K 2101/00H10K 2101/10
61
PatentIndex Score
2
Cited by
7
References
16
Claims
Abstract
An electronic device employing a polymeric anode with high work function.
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1. An electronic device employing a high-work-function and high-conductivity electrode that comprises a conductive material having a conductivity of 0.1 S/cm or more and a low-surface-energy material and has a first surface and a second surface opposite to the first surface, wherein the concentration of the low-surface-energy material in the second surface is greater than that of the low-surface-energy material of the first surface, and a work function of the second surface is 5.0 eV or more.
2. The electronic device of claim 1 , wherein the concentration of the low-surface-energy material gradually increases in a direction from the first surface to the second surface.
3. The electronic device of claim 1 , wherein the low-surface-energy material is a fluorinated material having at least one fluorine (F).
4. The electronic device of claim 1 , wherein the low-surface-energy material is a fluorinated polymer having a repeating unit represented by one of Formulae 1 to 3 below:
wherein a is a number from 0 to 10,000,000; b is a number of 1 to 10,000,000; and
Q 1 is —[O—C(R 1 )(R 2 )—C(R 3 )(R 4 )] c —[OCF 2 CF 2 ] d —R 5 , —COOH, or —O—R f —R 6 ,
wherein R 1 , R 2 , R 3 and R 4 are each independently —F, —CF 3 , —CHF 2 or —CH 2 F;
c and d are each independently a number from 0 to 20;
R f is —(CF 2 ) 2 —, or —(CF 2 CF 2 O) z —CF 2 CF 2 —, wherein z is an integer from 1 to 50; and
R 5 and R 6 are each independently —SO 3 M, —PO 3 M 2 , or —CON,
wherein M is Na + , K + , Li + , H + , CH 3 (CH 2 ) w NH 3 + , NH 4 + , NH 2 + , NHSO 2 CF 3 + , CHO + , C 2 H 5 OH + , CH 3 OH + , or CH 3 (CH 2 ) w CHO + , wherein w is an integer from 0 to 50,
wherein Q 2 is a hydrogen atom, a substituted or unsubstituted C 5 -C 60 aryl group, or —COOH;
Q 3 is a hydrogen atom or a substituted or unsubstituted C 1 -C 20 alkyl group;
Q 4 is —O—(CF 2 ) r —SO 3 M, —O—(CF 2 ) r —PO 3 M 2 , —O—(CF 2 ) r —CO 2 M, or —CO—NH—(CH 2 ) s —(CF 2 ) t —CF 3 ,
wherein r, s and t are each independently a number from 0 to 20; and
M is Na + , K + , Li + , H + , CH 3 (CH 2 ) w NH 3 + , NH 4 + , NH 2 + , NHSO 2 CF 3 + , CHO + , C 2 H 5 OH + , CH 3 OH + , or CH 3 (CH 2 ) w CHO + , wherein w is an integer from 0 to 50,
wherein 0≦m<10,000,000, and 0<n≦10,000,000;
x and y are each independently a number from 0 to 20; and
Y is —SO 3 M, —PO 3 M 2 , or —CO 2 M;
wherein M is Na + , K + , Li + , H + , CH 3 (CH 2 ) w NH 3 + , NH 4 + , NH 2 + , NHSO 2 CF 3 + , CHO + , C 2 H 5 OH + , CH 3 OH + , or CH 3 (CH 2 ) w CHO + , wherein w is an integer from 0 to 50.
5. The electronic device of claim 1 , wherein the low-surface-energy material is a fluorinated oligomer represented by Formula 10 below:
X-M f n -M h m -M a r -(G) p Formula 10
wherein
X is a terminal group;
M f is a unit derived from a fluorinated monomer prepared by condensation reaction of perfluoropolyether alcohol, polyisocyanate, and an isocyanate reactive-non-fluorinated monomer or a fluorinated C 1 -C 20 alkylene group;
M h is a unit derived from a non-fluorinated monomer;
M a is a unit having a silyl group represented by —Si(Y 4 )(Y 5 )(Y 6 ),
wherein, Y 4 , Y 5 and Y 6 are each independently a halogen atom, a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 6 -C 30 aryl group, or a hydrolysable substituent, wherein at least one of the Y 4 , Y 5 and Y 6 is a hydrolysable substituent,
G is a monovalent organic group including a chain transfer agent;
n is a number from 1 to 100,
m is a number from 0 to 100,
r is a number from 0 to 100;
wherein n+m+r≧2, and
p is a number from 0 to 10.
6. The electronic device of claim 1 , wherein the conductive material comprises polythiophene, polyaniline, polypyrrole, polystyrene, sulfonated polystyrene, poly(3,4-ethylenedioxythiophene), self-doped conductive polymer, any derivative thereof, or any combination thereof.
7. The electronic device of claim 1 , wherein the high-work-function and high-conductivity electrode further comprises at least one of a metal nanowire, a semiconductor nanowire, a metal nanodot, carbon nanotube, graphene, reduced graphene oxide, and graphite.
8. The electronic device of claim 7 , wherein at least one moiety represented by —S(Z 100 ) or —Si(Z 101 )(Z 102 )(Z 103 ) is attached to the surface of the metal nanowire, the semiconductor nanowire, and the metal nanodot, wherein Z 100 , Z 101 , Z 102 , and Z 103 are each independently a hydrogen atom, a halogen atom, a substituted or unsubstituted C 1 -C 20 alkyl group, or a substituted or unsubstituted C 1 -C 20 alkoxy group.
9. The electronic device of claim 1 , wherein the high-work-function and high-conductivity electrode is prepared by using a composition for forming an electrode comprising the conductive material, the low-surface-energy material, and a solvent, wherein the solvent comprises at least one polar organic solvent selected from the group consisting of ethylene glycol, glycerol, dimethylformamide (DMF), and dimethylsulfoxide (DMSO).
10. The electronic device of claim 1 , wherein a work function of the second surface is in the range of 5.0 eV to 6.5 eV.
11. The electronic device of claim 1 , wherein the electronic device comprises an organic light-emitting device, an organic solar cell, an organic memory device, or an organic thin film transistor (TFT).
12. The electronic device of claim 1 , wherein the electronic device is an organic light-emitting device that comprises: an anode; a cathode; and an emission layer interposed between the anode and cathode and having an ionization potential greater than a work function of indium tin oxide, by 0.3 eV or more,
the high-work-function and high-conductivity electrode is the anode of the organic light-emitting device, and
the second surface of the high-work-function and high-conductivity electrode faces the emission layer.
13. The electronic device of claim 12 , wherein the second surface of the high-work-function and high-conductivity electrode contacts the emission layer.
14. The electronic device of claim 12 , wherein a hole transport layer (HTL) is interposed between the high-work-function and high-conductivity electrode and the emission layer, and the second surface of the high-work-function and high-conductivity electrode contacts the HTL.
15. The electronic device of claim 1 , wherein the electronic device is an organic solar cell that comprises: an anode; a cathode; and a photoactive layer interposed between the anode and the cathode and having an ionization potential greater than a work function of indium tin oxide, by 0.3 eV or more,
the high-work-function and high-conductivity electrode is the anode of the organic solar cell, and
the second surface of the high-work-function and high-conductivity electrode faces the photoactive layer.
16. The electronic device of claim 15 , wherein the second surface of the high-work-function and high-conductivity electrode contacts the photoactive layer.Cited by (0)
No later patents cite this yet.
References (0)
No backward citations on record.